反应详情

温度

90 °C

A mixture containing 4-amino-3-nitrophenol (1 eq) and potassium bis(trimethylsilyl)amide (2 eq) was stirred in dimethylformamide for 2 hours at room temperature. To this mixture was added (4-chloro(2-pyridyl))-N-methylcarboxamide (1 eq) and potassium carbonate (1.2 eq) and stirred at 90° C. for 3 days. The reaction mixture was then concentrated and partitioned between ethyl acetate and water. The organic layer was separated and washed with brine, dried, filtered, and concentrated in vacuum to give brown solid. Purification on silica gel (2% triethyl amine/50% ethyl acetate in hexane) gave 4-[(4-amino-3-nitrophenyl)oxy]-N-methylpyridine-2-carboxamide as an orange solid. The product gave satisfactory NMR. HPLC, 3.39 min; MS: MH+=289.

1. concentrationThe reaction mixture was then concentrated
2. custompartitioned between ethyl acetate and water
3. customThe organic layer was separated
4. washwashed with brine
5. customdried
6. filtrationfiltered
7. concentrationconcentrated in vacuum
8. customto give brown solid
9. customPurification on silica gel (2% triethyl amine/50% ethyl acetate in hexane)